2,2{40 -dichlorodiisopropyl ether as a nematocide

ABSTRACT

A novel nematocide containing as the effective component, 2,2&#39;&#39;dichlorodiisopropyl ether. The invention also includes the process of destroying nematodes by applying to the sites thereof, an effective amount of 2,2&#39;&#39;-dichlorodiisopropyl ether. A preferred embodiment of the invention includes the use of 1,2dichloropropane together with the 2,2&#39;&#39;-dichlorodiisopropyl ether as the nematocide.

United States Patent Ohga et a1. v A

2,2'-DICHLORODIISOPROPYL ETHER AS A NEMATOCIDE Inventors: Shizuo Ohga, 699, 3-chome, Amanuma, Suginami-ku, Tokyo; Hideatsu Yasutomi, 444, Shinoharacho, Kohoku-ku, Yokohama; Masuo Fujita, 604, Kitamikata-aza-Mukougawarakochi, Kawasaki-shi', all of Japan Filed: March 27, 1968 Appl. No.: 721,549

Related us. Application Data Continuation of Ser. No. 408,466, Oct, 30, a

1964, abandoned.

' Foreign Application Priority Data Field of Search ..424/342, 351

151 3,705,252 1' Dec. 5, 1972 [56] References Cited UNITED STATES PATENTS 2,052,264 8/ 1936 Wickert ..260/6l4 2,424,520 7/1947 Tonkin ..424/351 X 2,577,453 12/1951 Crocker ..424/342 2,889,244 6/1959 Youngson ..424/342 Primary Examiner-Albert T. Meyers Assistant ExaminerVer.a C. Clarke Attorney-Emest G. Montague ABSTRACT A novel nematocide containing as the effective component, 2,2'-dichlorodiisopropyl ether. The invention 1 Claim, No Drawings The major reason is, ingeneral, thought to be due to.

plant parasitic nematodes. Preventive measures taken have been the suspension of successive cropping, the cultivation of resistant varieties, the heat treatment of the soil and the application of soil fumigants. A perfect protection method, however, was thought extremely difficult as the distribution of the plant parasitic nematodes in the soil often, reaches a considerable depth. By way of example, the distribution of parasitic nematodes reaches to deeper than 50 cm, when an annual plant'is cultivated.

Although many experi ental studies have been conducted in an attempt to prepare a perfect nematocide at'a low cost, no nematocide capable of efiicient ne-. matode control has been realized to date.

Now, as a result of their study and research, the in-, ventors have developed a novel method of producing an effective nematocide atan almost unbelievable low cost by employing 2,2-di chlorodiisopropyl ether (hereinafter referred to as ?DCPE). the chemical formula of which is:

It has been found that DCPE or soil fumigants containing said DCPE as an active agent offerconsiderable extermination effect against plant parasitic nematodes.

The above DCPE is produced as a by-product whena propylene oxide is produced from. propylene and chlorine by the chlorohydrine process. Consequently, said DCPE can be obtained at low cost as well as by a simple method.

Although DCPE may be applied by itself alone, it can also be applied in mixture with l,2 dichloropropane (hereinafter referred to as DCP) as is the conventional nematocide composed of a mixture consisting of dichloropropane and dichloropropene (such mixture being hereinafter referred to as D-D).

in applying the present nematocide to the soil, it is necessary for it to be widely dispersed throughout the soil to a depth of 10-20 cm. Said nematocide can be applied as a granular powder together with a noneactive solid carrier or as granules together with a non-active material. Further, it may also be applied in an emulsified state together with an emulsifier.

EXAMPLE 1.

A proper amount of the DCPE liquid was uniformly injected into soil containing root-knot nematodes in zigzag pattern 10 cm below the soil surface. The treated soil was divided into two plots for a germinative test. days after the treatment, the germinative test was conducted by seeding spinach in one plot and'observing germination; On the other hand, tomato eedling ere anspl n d n o t ether p 10 y fter reatm nt nd he e e pme of knots was bserved. At the same time, the results of these tests were compared with those obtained in plots treated with D D. l

These results were respectively figured out by the root-knot index created by Smith and Tayler. Further, the phytotoxicity of the nematocides was calculated from the germination yields obtained. 7

The germination yield was examined 10 days after seeding while the root-knot index was calculated from the number of root-knots occurring on the tomato oe s- I Five grade values-were set up in accordance with the number of root-knots occurring and the root-knot index was calculated by thejequation given below.

mb o root-knots 0 l-lO l l-30 31-50 More than 50 Grade value 0 l 2 3 4 Root-knot index Z(grade value 'number of plants in same grade) Total number of examined plants X4 I The experimental results are given in the Table No.

l, The germination yield and the root-knot indexes.

shown are the average value of three repetitions.

' TABLE N0.l

v uhte plot equivalent germination root-knot per amount per y eld index injection 10 a. (Spinach) (Tomato) Non-con ro d p t 78.5% 87.8% 12-1) controlled lec about-J1 87.5% 52.7% p t 3co about 33 96.8% 13.8% DCPE controlled lcc about 1 1 100.0% 47.2% plot 2cc bout.2,2 86.2% 13.5%

It can be seen from the above Table that DCPE by itself exhibits nematocidal ch racteristics superior to conventional D-D. The lower germination yield in the untreated plot can be assumed to result from the fact that the young roots of the plants in this plot were attacked by nematodes thus greatly imparing the growth of the seedlings.

EXAMPLE 2.

TABLE NO. 2

Plot Volume Equivalent Germination root-knot per amount per yield index injection l0 a.

Non-controlled plot 80.2% 85.7%

As apparent from the above Table, the mixture consisting of DCPE and DCP shows superior values over the conventional nematocide D-D. Further, as seen from the above Table, the germination yield of the noncontrolled plot was lower than that of other plots for the same reason mentioned in Example 1).

Further experiments conducted in the germination range above 75 percent showed that when the nematocide is injected into the soil in zigzag pattern, the optimum nematocidal effect for DCPE is obtained at 1.5 to 2.0 cc per injection and for the 70-30 mixture of DCPE and DCP at 0.7 to 1.2 cc per injection. Thus better results are obtained with both the DCPE and the mixture consisting of the DCPE and the DCP in every respect than with conventional D-D which requires L to 3.0 cc per injection. Particularly, the mixture consisting of DCPE and DCP shows significant synergistic effect.

The following are embodiments of the present invention. (All parts are by weight.)

4 EMBODIMENT 1.

A granular material consisting of 80 parts bentonite and 20 parts DCPE.

EMBODIMENT 2.

A granular material consisting of parts bentonite and 30 parts of a mixture consisting of 70 parts DCPE and 30 parts DCP.

EMBODIMENT 3.

An emulsified material consisting of percent DCPE, 1 percent polyoxyethylene alkyl-ether as emulsifier.

EMBODIMENT 4.

An emulsified material consisting of 56 percent DCPE 24 percent DCP, 1 percent polyhydric alcohol.

The diffusion agents usable in the present invention are not limited to those mentioned in the above Embodiments.

We claim:

1. The process for destroying nematodes comprising applying to a site containing nematodes, an effective amount of 2,2'-dichlorodiisopropyl ether. 

